Organic Functional Groups

Help Questions

Organic Chemistry › Organic Functional Groups

Questions 1 - 10
1

Identify the given organic functional group.

Fullsizerender-1

Aldehyde

Carboxylic acid

Acid anhydride

Ketone

Ester

Explanation

Aldehydes are carbonyls with one R-group and one hydrogen attached to the carbonyl carbon.

2

This molecule contains a carbonyl functional group. One substituent of the carbonyl carbon is a hydrogen. What is this molecule?

Aldehyde

Ketone

Acid

Amino acid

Explanation

A carbonyl functional group takes the form of . This leaves the carbonyl carbon to form two remaining bonds with various substituents. If one of these substituents is a hydrogen, the molecule is an aldehyde (the carbonyl group is at the end of the carbon chain). If neither substituent is a hydrogen, the molecule is a ketone (the carbonyl group is not at the end of the carbon chain).

An acid contains the carboxylic acid functional group, which takes the form of . Carbonyl groups do not contain the .

Amino acids contain the carboxylic acid functional group () and an amine functional group (). The description in the question does not fit this molecule.

3

What is the IUPAC name for the following compound?

Screen shot 2016 02 17 at 7.32.41 pm

Explanation

The longest carbon chain is carbons long (thus ""), and the lack of double bonds makes it an alkane (thus ""). The highest priority functional group is the carboxylic acid group, and the suffix of the IUPAC name should reflect the highest priority functional group (thus ""). Because the carboxylic acid group is assumed to lie on carbon number there is no need to designate a locand for this functional group. The other substituents of this molecule are the methyl groups on carbons and when numbering the chain from left to right. Thus, the name is .

4

Identify the given organic functional group.

Fullsizerender-1

Aldehyde

Carboxylic acid

Acid anhydride

Ketone

Ester

Explanation

Aldehydes are carbonyls with one R-group and one hydrogen attached to the carbonyl carbon.

5

Octagon

Assuming that this molecule is planar, determine whether this molecule is aromatic, and name the number of electrons ( molecular orbitals).

Not aromatic, 8 electrons

Aromatic, 8 electrons

Aromatic, 6 electrons

Non aromatic, 6 electrons

Explanation

There is no p orbital surrounding the Boron atom, so the ring does not have a fully conjugated pi system. In addition, there are 8 electrons, which does not follow Huckel's rule (an aromatic system contains 4n+2 electrons). The pi electrons include the lone pair (not shown, but implicit) on the nitrogen atom, which is why the answers with "6 electrons" are not correct.

6

What is the IUPAC name of the molecule shown?

Img 1324

Methylcyclohexane

Methylcycloheptane

1-Methylcyclohexane

1-Methylcycloheptane

Explanation

The molecule's longest carbon chain has 6 carbons (thus, "hex-"), and the lack of double bonds makes it an alkane (thus "hexane"). The longest chain is a ring structure (thus "cyclohexane"), and the one branching group is a carbon chain consisting of one carbon and no double bonds (a "methyl" group). Because there are no other functional groups on the molecule there is no need to put a number before the location of the methyl group (thus "methylcyclohexane").

7

This molecule contains a carbonyl functional group. One substituent of the carbonyl carbon is a hydrogen. What is this molecule?

Aldehyde

Ketone

Acid

Amino acid

Explanation

A carbonyl functional group takes the form of . This leaves the carbonyl carbon to form two remaining bonds with various substituents. If one of these substituents is a hydrogen, the molecule is an aldehyde (the carbonyl group is at the end of the carbon chain). If neither substituent is a hydrogen, the molecule is a ketone (the carbonyl group is not at the end of the carbon chain).

An acid contains the carboxylic acid functional group, which takes the form of . Carbonyl groups do not contain the .

Amino acids contain the carboxylic acid functional group () and an amine functional group (). The description in the question does not fit this molecule.

8

Ephedrine (shown below) contains what type of amine?

Mcat_problem_set_1

Secondary

Primary

Tertiary

Quaternary

Neutral

Explanation

A secondary amine is an amine (nitrogen atom) that is attached to two carbon-containing groups (alkyl groups or aryl groups). The nitrogen in ephedrine is attached to two alkyl groups, making it a secondary amine.

Primary amines are generally written as . Secondary amines are generally written as . A tertiary amine will be bound to three different R-groups. Quaternary amines require a positive charge on the nitrogen atom to accommodate a fourth R-group.

9

What is the IUPAC name for the following compound?

Screen shot 2016 02 17 at 7.32.41 pm

Explanation

The longest carbon chain is carbons long (thus ""), and the lack of double bonds makes it an alkane (thus ""). The highest priority functional group is the carboxylic acid group, and the suffix of the IUPAC name should reflect the highest priority functional group (thus ""). Because the carboxylic acid group is assumed to lie on carbon number there is no need to designate a locand for this functional group. The other substituents of this molecule are the methyl groups on carbons and when numbering the chain from left to right. Thus, the name is .

10

Octagon

Assuming that this molecule is planar, determine whether this molecule is aromatic, and name the number of electrons ( molecular orbitals).

Not aromatic, 8 electrons

Aromatic, 8 electrons

Aromatic, 6 electrons

Non aromatic, 6 electrons

Explanation

There is no p orbital surrounding the Boron atom, so the ring does not have a fully conjugated pi system. In addition, there are 8 electrons, which does not follow Huckel's rule (an aromatic system contains 4n+2 electrons). The pi electrons include the lone pair (not shown, but implicit) on the nitrogen atom, which is why the answers with "6 electrons" are not correct.

Page 1 of 16
Return to subject